Deals on vacations and trips to Orange County
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Middletown
Vacations
Orange County flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Radio Hotel
Manhattan
Save 100% on your flight
Price was $999, price is now $598 per person
$598
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
The Towers at Lotte New York Palace
Manhattan
Price was $2,869, price is now $1,625 per person
$1,625
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and in-room childcare. Guests will appreciate perks like free WiFi and a free area shuttle.
1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was $3,092, price is now $1,802 per person
$1,802
per person
Aug 13 - Aug 17
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
Dream Hotel Bronx
South Side
Save 100% on your flight
Price was $1,089, price is now $655 per person
$655
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Free WiFi in public areas is provided and the front desk is staffed around-the-clock.
Sound View Greenport
Save 100% on your flight
Price was $2,875, price is now $1,817 per person
$1,817
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas.
Top Orange County hotels deals
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Free Cancellation
$116 nightly
The price is $137 total per night
$137 total
Jun 10 - Jun 11
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $181 total per night
$181 total
Jun 1 - Jun 2
Total with taxes and fees
A full-service spa and a restaurant are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills are also provided.
Pool
Spa
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Free Cancellation
Reserve now, pay when you stay
$124 nightly
The price is $147 total per night
$147 total
May 31 - Jun 1
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
The Crossroads Hotel, Newburgh
5 Lakeside Rd Newburgh NY
$99 nightly
The price is $117 total per night
$117 total
May 31 - Jun 1
Total with taxes and fees
A gym is featured at this hotel, along with free self parking. WiFi in public areas is free. A fireplace in the lobby is provided and the front desk is staffed around-the-clock.
Parking included
Free WiFi
Hampton Inn Harriman Woodbury
60 Centre Dr Central Valley NY
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $150 total per night
$150 total
Jun 9 - Jun 10
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free train station pick-up. Free perks include on-the-go breakfast, free self parking, and a shopping center shuttle.
Pool
Breakfast included
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place Chester NY
Free Cancellation
$109 nightly
The price is $134 total per night
$134 total
May 31 - Jun 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's an indoor pool on site, and a 24-hour front desk and express check-out are also provided.
Pool
Breakfast included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions
Where to stay in Orange County: Best areas for travelers
- Newburgh: If your ideal escape includes being close to nature, this destination will tick your boxes. Soak up the views at Bear Mountain State Park, then pay a visit to Bear Mountain State Park. Savor the fresh air of Algonquin Park and Sterling Forest State Park if you still have time. Nature buffs will also enjoy Arrow Park Lake and Lodge and Chadwick Lake Park. Some favorite hotels here are the Windsor Motel, The Inn And Spa At Beacon and the Ramada by Wyndham Newburgh/West Point.
- Town of Highlands: When it comes to putting together a Town of Highlands package, you're in the driver's seat. That means you can stay at the FairBridge Inn & Suites at West Point, the Holiday Inn Express West Point or anywhere else that appeals. During your stay, make sure to swing by West Point Golf Course.
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